Chiral Bifunctional Thiourea-Catalyzed Enantioselective Michael Addition of Ketones to Nitrodienes

Simple bifunctional thioureas, derived from the commercially available saccharides and chiral diamines, have been shown tunably to promote Michael-type addition of ketones to α,β−γ,δ-nitrodienes. The Michael adducts were obtained in good yields albeit with high enantioselectivites (84−99% ee). Furthermore, these products can be readily transformed into more useful molecules.